Below you can view all the homes for sale in the Isleworth subdivision located in Windermere Florida. Listings in Isleworth are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Isleworth, give us a call at 407 718 3706.

15 Results

Isleworth Windermere Florida Homes For Sale

Isleworth For Sale $2,899,000

Charming single-story home with a red tile roof, attached garage, and a brick driveway at 6120 Payne Stewart Dr, Windermere, FL 34786
Inviting entryway featuring hardwood floors, a decorative table, and elegant wall decor at 6120 Payne Stewart Dr, Windermere, FL 34786
Welcoming entryway with hardwood floors, stylish decor, and a view of the front porch at 6120 Payne Stewart Dr, Windermere, FL 34786
On Market For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3636

  • Year Built

    1987

  • $/SqFt

    $797

Also close to dining, shopping, top-rated public and private schools, expressways and tourist attractions making this the perfect choice to call home. SOUTHERN REALTY GROUP LLC.

Isleworth For Sale $3,200,000

Inviting single-story home featuring a brick driveway and lush landscaping at 5138 Fairway Oaks Dr, Windermere, FL 34786
Bright living room with fireplace, neutral furniture, and views of the pool at 5138 Fairway Oaks Dr, Windermere, FL 34786
Sun-drenched breakfast nook with a desk and island seating at 5138 Fairway Oaks Dr, Windermere, FL 34786
On Market For 24 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4330

  • Year Built

    1994

  • $/SqFt

    $739

Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World. STOCKWORTH REALTY GROUP.

Isleworth For Sale $3,000,000

Reduced By $499,000

House exterior showcasing a grand entrance and attached garage at 5067 Latrobe Dr, Windermere, FL 34786
Elegant entryway with double doors and curved staircase at 5067 Latrobe Dr, Windermere, FL 34786
Spacious living room with high ceilings, fireplace, and marble floors at 5067 Latrobe Dr, Windermere, FL 34786
On Market For 48 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6216

  • Year Built

    1997

  • $/SqFt

    $483

Priced to sell, this exceptional residence awaits its next owner to infuse it with their personal touch and elevate it to its full luxurious potential to complement the lush surroundings of this gated, golf course community. YOU HAVE REALTY LLC.

Isleworth For Sale $3,199,999

Reduced By $800,000

Brick house with a three-car garage and paver driveway at 5001 Latrobe Dr, Windermere, FL 34786
Partial view of a lake from behind a house with palm trees at 5001 Latrobe Dr, Windermere, FL 34786
Elegant black double front doors with seasonal decor at 5001 Latrobe Dr, Windermere, FL 34786
*IS SHORT SALE
On Market For 28 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4417

  • Year Built

    1990

  • $/SqFt

    $724

Schedule your appointment today to join the Isleworth community and lifestyle. Q BOUTIQUE SPECIALTY REALTY INC.

Isleworth For Sale $8,775,000

Luxury home with pool, beautiful landscaping, and golf course views at 5271 Isleworth Country Club Drive, Windermere, FL 34786
Luxury home nestled on a golf course with a large pool and spa at 5271 Isleworth Country Club Drive, Windermere, FL 34786
Luxury home with pool and spa overlooking a lush golf course at 5271 Isleworth Country Club Drive, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 71 Days
  • Bedrooms

    7

  • Full Bath(s)

    10

  • Sq. Ft.

    11403

  • Year Built

    2013

  • $/SqFt

    $770

Its distinctive lot combines spaciousness, privacy, and stunning vistas to create a one-of-a-kind retreat. ISLEWORTH REALTY LLC.

Isleworth For Sale $5,900,000

Two story luxury home with palm trees and circular driveway at 5121 Latrobe Dr, Windermere, FL 34786
Two story luxury home with palm trees and circular driveway at 5121 Latrobe Dr, Windermere, FL 34786
Two story luxury home with palm trees and circular driveway at night at 5121 Latrobe Dr, Windermere, FL 34786
On Market For 158 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    8178

  • Year Built

    2001

  • $/SqFt

    $721

This home harmoniously blends modern luxury with rustic charm, offering an exceptional living experience. ISLEWORTH REALTY LLC.

Isleworth For Sale $4,495,000

Reduced By $295,000

Luxury home with a paved driveway and lush landscaping at 5126 Fairway Oaks Dr, Windermere, FL 34786
Beautiful home with a large front yard and mature trees at 5126 Fairway Oaks Dr, Windermere, FL 34786
Elegant living room with a grand piano, comfortable seating and large windows at 5126 Fairway Oaks Dr, Windermere, FL 34786
On Market For 145 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5565

  • Year Built

    1990

  • $/SqFt

    $808

Unwind in the fully tempered Solarium Sanctuary, where you can relax with your favorite beverage and watch the stunning sunset. COLDWELL BANKER RESIDENTIAL RE.

Isleworth For Sale $5,250,000

Reduced By $250,000

Luxury estate home situated on a large lot with lake views at 5174 Vardon Dr, Windermere, FL 34786
Luxury home with a terracotta tile roof and lush landscaping at 5174 Vardon Dr, Windermere, FL 34786
Elegant entryway with a sweeping staircase and marble flooring at 5174 Vardon Dr, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 172 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    10701

  • Year Built

    2008

  • $/SqFt

    $491

This spacious custom home has too many features to tell you, please come and see it for yourself!! ! MAY HO REALTY.

Isleworth Pended $8,500,000

Reduced By $1,500,000

Relaxing patio furniture overlooks a tranquil lake at 6324 Deacon Cir, Windermere, FL 34786
Luxury waterfront homes and lush landscaping at 6324 Deacon Cir, Windermere, FL 34786
Unique freeform pool with a bridge and landscaping at 6324 Deacon Cir, Windermere, FL 34786
On Market For 104 Days
  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    8377

  • Year Built

    1991

  • $/SqFt

    $1,015

Discover this breathtaking estate and make it your own. UPSIDE REAL ESTATE INC.

Isleworth Pended $3,799,999

Reduced By $200,001

Luxury home features a tile roof, manicured landscaping, and a grand entrance at 5056 Isleworth Country Club Dr, Windermere, FL 34786
Bright living room with hardwood floors, white sofas, and a statement art piece at 5056 Isleworth Country Club Dr, Windermere, FL 34786
Spacious living area with hardwood floors, exposed beams, and plenty of natural light at 5056 Isleworth Country Club Dr, Windermere, FL 34786
On Market For 196 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4225

  • Year Built

    1987

  • $/SqFt

    $899

A sparkling pool, expansive patio with seating, dining area, and a custom fire pit round out the property with the ideal outdoor gathering space on a magical golf front oasis. ISLEWORTH REALTY LLC.

Isleworth For Sale $4,000,000

Spacious living room featuring a stone fireplace, large windows, and comfortable seating at 9648 Mccormick Pl, Windermere, FL 34786
Bright and airy living room with a stone fireplace, tall windows, and a view of the pool at 9648 Mccormick Pl, Windermere, FL 34786
Open living room with a cozy fireplace and built-in shelving at 9648 Mccormick Pl, Windermere, FL 34786
On Market For 215 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4889

  • Year Built

    1988

  • $/SqFt

    $818

Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World. STOCKWORTH REALTY GROUP.

Isleworth Pended $6,650,000

Reduced By $250,000

Elegant two-story home with a circular driveway and manicured landscaping at 5518 Worsham Ct, Windermere, FL 34786
Luxury home with stone accents, a circular driveway, and lush landscaping at 5518 Worsham Ct, Windermere, FL 34786
Stunning two-story home with a tile roof, arched entryway, and landscaped grounds at 5518 Worsham Ct, Windermere, FL 34786
On Market For 241 Days
  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    8203

  • Year Built

    2003

  • $/SqFt

    $811

From the carefully designed living spaces to the luxurious amenities, every aspect of this property has been tailored to create the ultimate family paradise. ISLEWORTH REALTY LLC.

Isleworth For Sale $9,900,000

Reduced By $3,350,000

Elegant two-story home with a paved driveway and lush landscaping at 9832 Laurel Valley Dr, Windermere, FL 34786
Grand entrance of a stunning home with a brick paved driveway at 9832 Laurel Valley Dr, Windermere, FL 34786
Bright and spacious entryway with marble floors and a grand staircase at 9832 Laurel Valley Dr, Windermere, FL 34786
On Market For 294 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    11100

  • Year Built

    2004

  • $/SqFt

    $892

This stunning property is perfect for those who seek the finest in lakefront living. ISLEWORTH REALTY LLC.

Isleworth For Sale $7,850,000

Reduced By $800,000

Elegant entry hall with checkerboard floor, grand staircase, and high ceilings at 5507 Worsham Court, Windermere, FL 34786
Spacious entry hall featuring a checkerboard floor and a stunning staircase at 5507 Worsham Court, Windermere, FL 34786
Bright living room with hardwood floors, fireplace, and large windows at 5507 Worsham Court, Windermere, FL 34786
On Market For 398 Days
  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    10200

  • Year Built

    2008

  • $/SqFt

    $770

Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World. STOCKWORTH REALTY GROUP.

Isleworth For Sale $4,700,000

Reduced By $600,000

Two story brick house with columns and landscaping at 9844 Laurel Valley Dr, Windermere, FL 34786
Two story brick house with columns and landscaping at 9844 Laurel Valley Dr, Windermere, FL 34786
Brick house back with awning and large yard at 9844 Laurel Valley Dr, Windermere, FL 34786
On Market For 390 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5613

  • Year Built

    1989

  • $/SqFt

    $837

This home combines classic elegance and comfort, creating a luxurious living space. ISLEWORTH REALTY LLC.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407 718 3706 and speak with one of our real estate consultants.

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